Water → N-octadecane 2,7-dichlorocarbazole

Participants

Reaction Steps

To a solution of 3.00 g of compound 8 (12.7 mmol) in 50 mL of anhydrous acetone was added 3.51 g (25.4 mmol, Aldrich Co.) of K2CO3 and 8.47 g (25.4 mmol, Aldrich Co.) of 1-bromooctadecane. The solution was refluxed 24 h under argon. The mixture was poured into 100 mL of distillated water and the aqueous layer was extracted with three portions of diethyl ether. The combined organic fractions were washed with brine and dried over magnesium sulfate. The solvent was removed under vacuum. Recristallization from methanol followed by a recristallization in hexanes afforded 4.77 g of the title product as a white solid. M. P. 72-74° C. (Yield=86%).

Provenance & Evidence